1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea
In the title compound, C20H21N5O, the conformation about the imine bond [1.289 (3) Å] is E. Overall, the molecule is disk-shaped with the imidazole ring located above the remainder of the molecule and with the dihedral angles of 10.97 (15) and 1...
Main Authors: | , , , , |
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Format: | Article |
Language: | English |
Published: |
International Union of Crystallography
2012-06-01
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Series: | Acta Crystallographica Section E |
Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536812022659 |
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author | Mohamed I. Attia Mohamed N. Aboul-Enein Nasser R. El-Brollosy Seik Weng Ng Edward R. T. Tiekink |
author_facet | Mohamed I. Attia Mohamed N. Aboul-Enein Nasser R. El-Brollosy Seik Weng Ng Edward R. T. Tiekink |
author_sort | Mohamed I. Attia |
collection | DOAJ |
description | In the title compound, C20H21N5O, the conformation about the imine bond [1.289 (3) Å] is E. Overall, the molecule is disk-shaped with the imidazole ring located above the remainder of the molecule and with the dihedral angles of 10.97 (15) and 12.11 (15)°, respectively, between the imidazole ring and the phenyl and methylbenzene rings; the dihedral angle between the aromatic rings is 8.17 (14)°. Within the urea unit, the N—H atoms are anti to each other and one of the N—H atoms forms an intramolecular N—H...N hydrogen bond. Helical supramolecular chains along [001] are formed via N—H...N(imidazole) hydrogen bonds in the crystal structure. These are connected into a three-dimensional architecture by C—H...O(carbonyl) and C—H...π interactions. |
first_indexed | 2024-04-11T16:34:09Z |
format | Article |
id | doaj.art-bff2d534485848b8a946c71a69abc58f |
institution | Directory Open Access Journal |
issn | 1600-5368 |
language | English |
last_indexed | 2024-04-11T16:34:09Z |
publishDate | 2012-06-01 |
publisher | International Union of Crystallography |
record_format | Article |
series | Acta Crystallographica Section E |
spelling | doaj.art-bff2d534485848b8a946c71a69abc58f2022-12-22T04:13:55ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682012-06-01686o1848o184910.1107/S16005368120226591-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)ureaMohamed I. AttiaMohamed N. Aboul-EneinNasser R. El-BrollosySeik Weng NgEdward R. T. TiekinkIn the title compound, C20H21N5O, the conformation about the imine bond [1.289 (3) Å] is E. Overall, the molecule is disk-shaped with the imidazole ring located above the remainder of the molecule and with the dihedral angles of 10.97 (15) and 12.11 (15)°, respectively, between the imidazole ring and the phenyl and methylbenzene rings; the dihedral angle between the aromatic rings is 8.17 (14)°. Within the urea unit, the N—H atoms are anti to each other and one of the N—H atoms forms an intramolecular N—H...N hydrogen bond. Helical supramolecular chains along [001] are formed via N—H...N(imidazole) hydrogen bonds in the crystal structure. These are connected into a three-dimensional architecture by C—H...O(carbonyl) and C—H...π interactions.http://scripts.iucr.org/cgi-bin/paper?S1600536812022659 |
spellingShingle | Mohamed I. Attia Mohamed N. Aboul-Enein Nasser R. El-Brollosy Seik Weng Ng Edward R. T. Tiekink 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea Acta Crystallographica Section E |
title | 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea |
title_full | 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea |
title_fullStr | 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea |
title_full_unstemmed | 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea |
title_short | 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea |
title_sort | 1 e 3 1h imidazol 1 yl 1 phenylpropylidene amino 3 2 methylphenyl urea |
url | http://scripts.iucr.org/cgi-bin/paper?S1600536812022659 |
work_keys_str_mv | AT mohamediattia 1e31himidazol1yl1phenylpropylideneamino32methylphenylurea AT mohamednaboulenein 1e31himidazol1yl1phenylpropylideneamino32methylphenylurea AT nasserrelbrollosy 1e31himidazol1yl1phenylpropylideneamino32methylphenylurea AT seikwengng 1e31himidazol1yl1phenylpropylideneamino32methylphenylurea AT edwardrttiekink 1e31himidazol1yl1phenylpropylideneamino32methylphenylurea |